3-(1,2,4-triazolo[4,3-c]quinazolin-3-yl)-6-(methylthio)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole | 1281992-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(1,2,4-triazolo[4,3-c]quinazolin-3-yl)-6-(methylthio)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole
• 英文别名: 6-Methylsulfanyl-3-([1,2,4]triazolo[4,3-c]quinazolin-3-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole；6-methylsulfanyl-3-([1,2,4]triazolo[4,3-c]quinazolin-3-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
• CAS: 1281992-73-1
• 化学式: C₁₃H₈N₈S₂
• 分子量: 340.392
• InChiKey: SUECSOJZQQRFPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  140
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,2,4-triazolo[4,3-c]quinazoline-3-carbohydrazide 在 sodium acetate 、 一水合肼 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 水 为溶剂， 反应 50.0h， 生成 3-(1,2,4-triazolo[4,3-c]quinazolin-3-yl)-6-(methylthio)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole
  参考文献：
  名称：

  新系列1,2,4-三唑并[4,3-c]喹唑啉的合成及反应

  摘要：

  3-Ethoxycabonyl-1,2,4-triazolo[4,3-c]quinazoline (2) has been synthesized in excellent yield by the condensation of 4-hydrazinoquinazoline (1) with diethyl oxalate and was converted into 3-carbohydrazide 3. The later product was treated with potassium thiocyanate, phenylisothiocyanate or carbon disulfide followed by reaction with hydrazine hydrate to give the respective new 1,2,4-triazolo[4,3-c]quinazoline derivatives 4, 8 or 12. Dehydrative cyclization of the later compounds with concentrated sulphuric acid, sodium hydroxide, m-bromobenzoic acid, carbon disulfide, oxalic acid, phenacyl bromide or benzoin yielded the target heterocycles namely, 1,3,4-thiadiazole, 1,2,4-triazole, 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole or 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine incorporating 1,2,4-triazolo[4,3-c]quinazoline ring. The structure of the above compounds was confirmed from their spectral characteristics.

  DOI：

  10.3987/com-10-12093

文献信息

• Synthesis and Reactions of a New Series of 1,2,4-Triazolo[4,3-c]quinazolines
  作者：Kamal F. M. Atta、Mohamed G. Marei、Fatma A. M. Mohamed

  DOI：10.3987/com-10-12093

  日期：——

  3-Ethoxycabonyl-1,2,4-triazolo[4,3-c]quinazoline (2) has been synthesized in excellent yield by the condensation of 4-hydrazinoquinazoline (1) with diethyl oxalate and was converted into 3-carbohydrazide 3. The later product was treated with potassium thiocyanate, phenylisothiocyanate or carbon disulfide followed by reaction with hydrazine hydrate to give the respective new 1,2,4-triazolo[4,3-c]quinazoline derivatives 4, 8 or 12. Dehydrative cyclization of the later compounds with concentrated sulphuric acid, sodium hydroxide, m-bromobenzoic acid, carbon disulfide, oxalic acid, phenacyl bromide or benzoin yielded the target heterocycles namely, 1,3,4-thiadiazole, 1,2,4-triazole, 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole or 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine incorporating 1,2,4-triazolo[4,3-c]quinazoline ring. The structure of the above compounds was confirmed from their spectral characteristics.